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化学学报
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化学学报 ›› 2007, Vol. 65 ›› Issue (17): 1925-1928. 上一篇    

研究简报

可循环利用的固体氧化剂两相氧化偶联合成2-氨基-2'-羟基-1,1'-联萘的研究

蒋毅*,1,2,3, 王娟芸1, 陈君和1, 王伟军1, 闫寒1, 张小霞1, 王超1,3, 张国林2, 李伯刚2   

  1. (1中国科学院成都有机化学研究所 成都 610041)
    (2中国科学院成都生物研究所 成都 610041)
    (3中国科学院研究生院 北京 100039) 中科院成都有机化学研究所 成都：中科院成都生物化学研究所
  • 投稿日期:2007-01-24 修回日期:2007-03-07 发布日期:2007-09-14
  • 通讯作者: 蒋毅

Study on Synthesis of 2-Amino-2'-hydroxy-1,1'-binaphthyl by Two-phase Oxidative Coupling with a Cyclic Solid Oxidant

JIANG Yi*,1,2,3; WANG Juan-Yun1; CHEN Jun-He1; WANG Wei-Jun1; YAN Han1; ZHANG Xiao-Xia1; WANG Chao1,3; ZHANG Guo-Lin2; LI Bo-Gang

  1. (1 Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041)
    (2 Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041)
    (3 Graduate School of Chinese Academy of Sciences, Beijing 100039)
  • Received:2007-01-24 Revised:2007-03-07 Published:2007-09-14
  • Contact: JIANG Yi

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659

被引次数

4

采用浸渍法制备了不同负载量的FeCl3/Al2O3固体氧化剂, 并考察了载体和溶剂对氧化2-萘胺和2-萘酚交叉偶联的影响. 结果表明: 在60 ℃, 氯苯作溶剂的情况下, 含TiO2 (质量分数)5%的载体, 负载10% FeCl3时2-氨基-2'-羟基-1,1'-联萘(NOBIN)的收率最高达到了95.01%; 用过的固体氧化剂经H2O2氧化处理后活性明显恢复, 证明此法是一条循环再生的有效途径.

关键词: 2-萘胺, 2-萘酚, 固体氧化剂, 交叉偶联, 2-氨基-2'-羟基-1,1'-联萘

Various solid-oxidants with different loadings of FeCl3 on Al2O3 were prepared by impregnation. The effects of support and solvent on the oxidative cross-coupling of 2-naphthol with 2-naphthylamine using FeCl3/Al2O3 were studied. Up to 95.01% yield of 2-amino-2'-hydroxy-1,1'-binaphthyl (NOBIN) was obtained in chlorobenzene using the oxidant with 10% FeCl3 loading on the support containing 5% TiO2 at 60 ℃. The activity of the used oxidant was improved by treatment with H2O2, which provided an effective method to regenerate the solid-oxidant.

Key words: 2-naphthol, 2-naphthylamine, solid-oxidant, cross-coupling, 2-amino-2'-hydroxy-1,1'-binaphthyl